Hagerstown holiday homes

We found 93 holiday rentals — enter your dates for availability
Discover a selection of 18 homes, 17 apartments and other holiday rentals in Hagerstown that are perfect for your trip. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as Wi-Fi and a hot tub. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

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Why visit Hagerstown

  • Rich historical charm: Discover the captivating history of downtown Hagerstown with its local shops and eateries.
  • Outdoor adventures: Enjoy various parks and recreational activities perfect for families and nature enthusiasts.
  • Cultural events: Experience lively festivals throughout the year, including Halloween celebrations and hollyfest.
  • Friendly locals: Engage with welcoming residents who enhance the community atmosphere.
  • Convenient transport: Utilize the holiday bus schedule for easy access to attractions and events.

Top attractions in and around Hagerstown

Hagerstown, Maryland offers a splendid blend of outdoor adventure and cultural experiences. Visitors can explore local parks, historic sites, and national/state parks, perfect for a family holiday or a cultural escapade. The city also hosts holiday events, including Halloween celebrations and hollyfest, with a holiday bus schedule available to help you get around. Enjoy the top attractions that truly make Hagerstown a delightful destination for all.

  • Hagerstown Speedway: Experience thrilling motor racing excitement and a sports-adventure vibe at this local speedway, where the roar of engines fills the air with adrenaline.
  • Antietam National Battlefield: Explore a historic site steeped in culture, located 19km from Hagerstown, where you can immerse yourself in significant moments of American history.
  • Washington County Museum of Fine Arts: Enjoy a rich cultural experience at this art museum in Hagerstown, showcasing unique exhibitions and artistic masterpieces.

Things to do recommended for couples

For a romantic getaway in Hagerstown, explore the picturesque Washington County Museum of Fine Arts, or enjoy a leisurely stroll through the scenic City Park. Don’t miss a cosy dinner at a local eatery, where you can savour delightful American cuisine together.

Things to do recommended for families

Families will delight in the interactive exhibits at the Hagerstown Children's Museum, explore the great outdoors at the Hagerstown City Park, or enjoy a fun day at the Maryland Theatre with captivating performances suitable for all ages. There's plenty to see and do in Hagerstown.

Things to do recommended for groups

Experience the thrill of motor racing at Hagerstown Speedway, where you can soak up the adrenaline and excitement with your group. The atmosphere is full of adventure, making it a fantastic spot for sports enthusiasts.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Hagerstown

Whether you're travelling with a group, as a family, with your pets, or seeking extended stays, be sure to apply the appropriate filters. Here are some Vrbo booking tips to help you out.

  • Traveling to Hagerstown with a group: Think about how many bedrooms you require, as well as additional features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Hagerstown with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Hagerstown: For many, a family holiday isn’t truly complete without their furry companion by their side. If this resonates with you, take a look at Vrbo listings that welcome pets. Most pet-friendly properties offer feeding bowls and bedding, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Hagerstown: If you're in search of holiday rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or even a private pool to your search criteria.

Where to stay in and around Hagerstown

Hagerstown, Maryland, is a vibrant city perfect for families and adventure seekers alike. Explore the historical charm of downtown, where local shops and eateries await. Outdoor enthusiasts can enjoy parks and recreational activities, while cultural events throughout the year keep the atmosphere lively. A visit to Hagerstown promises a delightful blend of history, friendly locals, and engaging experiences that make for a memorable holiday.

  • Williamsport: Located a mere 10km from Hagerstown, Williamsport is a charming city that beckons adventure seekers and families alike. Nestled near the scenic Potomac River, it boasts a variety of outdoor activities, from hiking and biking to skiing in the winter months. Visitors can explore the nearby national state park, which offers stunning landscapes and recreational areas perfect for picnics and nature walks. Historic sites add a cultural touch to your visit, making it a delightful place to unwind and connect with nature.
  • Halfway: Halfway is a quaint village situated close to Hagerstown, offering a perfect blend of urban convenience and family-friendly activities. Its proximity to shopping malls makes it an excellent destination for those looking to indulge in retail therapy. Outdoor enthusiasts will appreciate the nearby national state park and urban parks, ideal for leisurely strolls or picnics. The village also offers access to skiing and ski fields for winter sports enthusiasts, making it a versatile spot for year-round enjoyment.
  • Fountainhead-Orchard Hills: This picturesque village, located within Hagerstown’s vicinity, is a haven for families and outdoor adventurers. With its expansive recreational areas and shopping centre, Fountainhead-Orchard Hills provides plenty of options for entertainment and relaxation. Visitors can take advantage of the local educational facilities or immerse themselves in the natural beauty of the national state park and historic places nearby. Whether it’s exploring the trails or enjoying community events, this village is perfect for creating lasting memories.

Best time to go to Hagerstown

If you're planning a trip to Hagerstown, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January30.2°F (-1.0°C)Light RainMostly Sunny
February32.9°F (0.5°C)Light RainMostly Sunny
March41.0°F (5.0°C)Light RainMostly Sunny
April51.6°F (10.9°C)Light RainMostly Sunny
May61.7°F (16.5°C)Light RainMostly Sunny
June70.0°F (21.1°C)Light RainMostly Sunny
July75.2°F (24.0°C)Light RainMostly Sunny
August73.0°F (22.8°C)Light RainMostly Sunny
September66.4°F (19.1°C)Light RainMostly Sunny
October55.0°F (12.8°C)Light RainMostly Sunny
November42.8°F (6.0°C)Light RainMostly Sunny
December35.6°F (2.0°C)Light RainMostly Sunny

Booking with Vrbo is simple

Are you keen to save on your next adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, feel free to utilise our filters to organise your search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Here's the paraphrased text: With Vrbo’s Trip Board, you can start planning new journeys, pick up where you left off, or review and arrange your bookings. Your saved or booked properties are neatly categorised as Potential, Upcoming, or Current Trips. To check out the Trip Boards, please visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Delight in the natural landscape of Hagerstown

Take a holiday to Hagerstown and enjoy the area's live music, theatre scene and history. This city is well-known for its shopping and restaurants. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Hagerstown

Are you searching for attractions to see while you're in the area? Venture out of your cosy holiday rental and experience everything that Hagerstown has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Hagerstown Speedway (6.8 mi / 10.9 km)
  • Greencastle Coffee Roasters (10.2 mi / 16.5 km)
  • Whitetail Ski Resort (13.3 mi / 21.3 km)
  • Monterey Country Club (14.7 mi / 23.6 km)
  • Big Cork Vineyards (14.9 mi / 24.1 km)
  • Catoctin Wildlife Preserve and Zoo (16 mi / 25.7 km)

Exploring the natural landscape of Hagerstown

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Hagerstown is a great place to get out in nature. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Greenbrier State Park (8.9 mi / 14.4 km)
  • Crystal Grottoes Caverns (10.2 mi / 16.3 km)
  • Baker Park (22.5 mi / 36.2 km)
  • Carroll Creek Linear Park (23.2 mi / 37.4 km)
  • Marty Snook County Park (3.3 mi / 5.3 km)
  • Pen Mar Park (12.3 mi / 19.9 km)

Transport options to and around Hagerstown

Fly into Hagerstown, MD (HGR-Hagerstown Regional), the closest airport, located 4.4 mi (7.1 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is 21.8 mi (35 km) away.

Frequently asked questions

What is the best area to stay in Hagerstown when booking a holiday rental?
When considering a holiday rental in Hagerstown, Maryland, a popular area to stay in is the downtown district. This vibrant neighbourhood offers a delightful mix of historic charm and modern amenities. You'll find a variety of restaurants, cafes, and boutique shops within walking distance, making it an ideal base for exploring the area. The Washington County Museum of Fine Arts is a top attraction nearby, showcasing an impressive collection of artwork and hosting various cultural events throughout the year. Additionally, the scenic City Park is just a stone's throw away, superb for leisurely strolls or enjoying a picnic amidst beautiful landscapes.Another great option is the area around the Hagerstown Premium Outlets, which is particularly appealing for those who enjoy shopping. This location provides easy access to a wide range of brand-name stores, ensuring a fulfilling shopping experience. The nearby Antietam National Battlefield, a significant historical site, offers a fascinating insight into American history and is well worth a visit.In terms of properties, Hagerstown has a diverse selection, ranging from charming historic homes to modern apartments, suiting different tastes and budgets. This variety makes it a fantastic choice for holiday rentals, allowing visitors to enjoy the local culture while having a comfortable place to stay.
Where are the best Hagerstown ski resort rentals?
For ski resort rentals near Hagerstown, the closest major ski area is Whitetail Resort, located approximately 30 miles away in Pennsylvania. In the vicinity of Whitetail, the town of Mercersburg offers a variety of accommodation options, including cosy cabins and lodges that cater to both families and groups. Many of these properties come equipped with amenities such as full kitchens, spacious living areas, and sometimes even fireplaces for a warm, inviting atmosphere after a day on the slopes.In addition, nearby towns like Greencastle and Waynesboro provide further rental opportunities. These areas feature charming homes and apartments, often with easy access to local dining and shopping options. Many properties boast outdoor spaces like decks or patios, great for enjoying the stunning mountain views. Some rentals may also offer additional amenities like hot tubs or game rooms, making them ideal for relaxation and entertainment.For those looking to explore beyond skiing, the region offers picturesque hiking trails and the natural beauty of the Appalachian Mountains, providing a well-rounded experience for outdoor enthusiasts.
What is the most popular type of holiday rental accomodation in Hagerstown?
In Hagerstown, holiday houses are the most popular type of holiday rental, with around 72 available across the area. These properties typically provide ample space, featuring multiple bedrooms, fully equipped kitchens, and often private outdoor areas for relaxation. Many are situated in family-friendly neighbourhoods, making them ideal for those looking to explore local attractions like the Hagerstown City Park and the Maryland Theatre.Additionally, there are approximately 40 apartments available, which offer a more compact and convenient option for those who prefer a city centre location. These apartments usually come with essential amenities, including kitchen facilities and comfortable living spaces. There are also about 12 condos and several cottages, suiting various preferences for a getaway.
Are there any family house rentals in Hagerstown?
In Hagerstown, Maryland, there are several family-friendly house rentals available, offering a great base for exploring the area. Many properties feature spacious living rooms, fully equipped kitchens, and outdoor areas where children can play. Visitors can expect amenities such as Wi-Fi and air conditioning to enhance their comfort during their stay.The locale is close to attractions like the Hagerstown City Park, which boasts playgrounds, walking trails, and beautiful gardens, making it ideal for family outings. Additionally, nearby historical sites like the Maryland Theatre provide opportunities for cultural enrichment.
Can I rent a holiday home with a pool or hot tub in Hagerstown?
In Hagerstown, there are several holiday homes available for rent that feature pools or hot tubs, making it a great option for those looking to relax and unwind. The city is surrounded by beautiful landscapes, and you can find properties in neighbourhoods like Fountainhead and the area near the Hagerstown City Park, which offer convenient access to local amenities and recreational activities.Travellers can expect to find a range of amenities in these rentals, including private pools, hot tubs, outdoor seating areas, and fully equipped kitchens, allowing for comfortable and enjoyable stays. Many homes also come with spacious gardens and patio areas, superb for family gatherings or quiet evenings under the stars.
Are there pet-friendly house rentals in Hagerstown?
In Hagerstown, there are numerous pet-friendly house rentals available, providing a comfortable stay for travellers with furry companions. Visitors can expect a variety of amenities in these properties, including spacious living areas, fully equipped kitchens for self-catering, and outdoor spaces where pets can enjoy fresh air. Many rentals feature private yards or patios, ideal for relaxing with pets after exploring the area.The charming neighbourhoods around Hagerstown, such as South Hagerstown and the historic downtown area, offer easy access to local parks and green spaces, making it convenient for daily walks and outdoor activities with pets. Nearby parks like the Hagerstown City Park feature walking trails, picnic areas, and scenic spots superb for enjoying quality time with your pet.
Are there any remote work holiday rentals in Hagerstown?
In Hagerstown, Maryland, there are numerous holiday rentals suitable for remote work, with around 96 options available. Many of these properties are equipped with amenities that cater to professionals, such as dedicated workspaces with desks and comfortable chairs, as well as complimentary Wi-Fi to ensure a reliable internet connection.Travellers can expect a variety of accommodations, ranging from spacious apartments to charming houses, often featuring modern kitchens and comfortable living areas. This allows for a pleasant work-life balance, as guests can enjoy their time in the city while taking care of business remotely. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Hagerstown?
In Hagerstown, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals with ease. Many properties are pet-friendly, accommodating both pets and service animals, which is a significant draw for travellers seeking a home-like experience. Onsite parking is commonly available, providing convenience for those travelling with vehicles. Additionally, rentals often feature coffee and tea makers, superb for enjoying a warm beverage at any time of day.
When is the best time to visit Hagerstown for a holiday rental?
July is the most popular time to visit Hagerstown, coinciding with the peak season that runs from May to July. This vibrant period draws many visitors, eager to experience the rich tapestry of local events, outdoor activities, and the warm summer climate. With temperatures typically reaching the low to mid-30s Celsius, July offers ideal conditions for exploring the beautiful parks and historic sites in the area.During these months, the city buzzes with activity, making it a fantastic time for travellers. From outdoor concerts to local festivals, there's always something happening, and the picturesque surroundings provide a stunning backdrop for sightseeing and outdoor fun.If you're looking for a more budget-friendly option, consider planning your visit in November. While this month is quieter, it presents a lovely opportunity to enjoy the changing seasons and explore Hagerstown's charming downtown without the summer crowds.Ultimately, your choice of when to visit will depend on whether you prefer the lively option of summer or the peaceful allure of the shoulder season.
What are the top attractions in Hagerstown?
In Hagerstown, visitors can enjoy a variety of attractions that showcase the area's history and natural beauty. The Hagerstown City Park is a lovely spot, featuring walking trails, a picturesque lake, and the Washington County Museum of Fine Arts, which houses an impressive collection of art. This park is also home to the Hagerstown Suns baseball team, providing a vibrant setting during the season.The Maryland Theatre, located in the downtown area, offers a range of performing arts events, including concerts and theatre productions, making it a cultural hub for locals and visitors alike. For history enthusiasts, the Hagerstown Railroad Museum provides insights into the region's rich railway history.Outdoor lovers can explore the nearby Antietam National Battlefield, which is a short drive away and offers trails and guided tours of the historic site of one of the Civil War's pivotal battles. Additionally, the nearby South Mountain State Park is superb for hiking and enjoying the scenic views of the Appalachian Mountains.
Are all fees included in the Hagerstown holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Hagerstown holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Hagerstown with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Hagerstown holiday homes?
You can find great discounts on holiday homes in Hagerstown on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Hagerstown holiday home booking on Bookabach?
To find Hagerstown holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Hagerstown?
A long-stay holiday home in Hagerstown is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Hagerstown holiday home?
Book your Hagerstown holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Hagerstown?
Prices for holiday homes in Hagerstown vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Hagerstown to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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